Month: December 2020

Synthetic Route of 144690-33-5, The chemical industry reduces the impact on the environment during synthesis 144690-33-5, name is Ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2′-(1-trityl-1H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylate, I believe this compound will play a more active role in future production and life.

To a 10 L reaction flask was added 257 gPhenyl) methylimidazol-1-yl) phenyl] propan-1- {4- [2- (triphenylmethyl- Carboxylic acid ethyl ester (Compound II) and 2.8 L 1,4-dioxane were added and dissolved by mechanical stirring,Heating to 45 C, adding 28.6g of sodium hydroxide solution, the reaction 4.5h. To the reaction mixture, 1.5 L of ethyl acetate was added,Stirring, standing layered, separate the organic phase. The aqueous phase was extracted with 1 L of ethyl acetate. The organic phases were combined and the organic phase was chlorinated with 4.5 LSodium aqueous solution. The organic phase was cooled in an ice bath and adjusted to pH 3 to 5 with 20% aqueous acetic acid. The filter cake was washed with 5 L of ethyl acetateEster. The filter cake was dried in a dry oven to constant weight to give 198.6 g of product as a white solid. The yield was 80.4% by weight.The product was 98.5% by HPLC.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2′-(1-trityl-1H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bengbu Tu Shan Fengyuan Pharmaceutical Co., Ltd.; Ma, Qisheng; Li, Baoqin; Sun, Peng; (18 pag.)CN105418593; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 6160-65-2,Some common heterocyclic compound, 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, molecular formula is C7H6N4S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: To a stirring solution of 1,1?-thiocarbonyldiimidazole (1.2 equiv) in5 mL of DMF at 50 C was added a solution of TEA (1 equiv) and amine5 (1 equiv) in DMF dropwise. The resulting solution stirred at roomtemperature for 1-24 h and was monitored by TLC. The resulting crudesolution of the isothiocyanate was used in the next step without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1′-Thiocarbonyldiimidazole, its application will become more common.

Reference:
Article; Chapa, Jorge De La; Valdez, Matthew; Ruiz, Franscisco; Gonzales, Keith; Mitchell, Wes; McHardy, Stanton F.; Hart, Matthew; Polusani, Srikanth R.; Gonzales, Cara B.; Bioorganic and Medicinal Chemistry; vol. 27; 1; (2019); p. 208 – 215;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C29H22N2O

Dimethyl (2-(quinoxalin-2-yl)-2-oxoethyl)phosphate (0803-134) (224 mg, 0.80 mmol, 1.1 eq),2-(1-trityl-1H-imidazol-4-yl)benzaldehyde (0105-1) (300 mg, 0.73 mmol, 1.0 equiv) andCesium carbonate (472 mg, 1.45 mmol, 2.0 eq.)Added to 40 ml of isopropanol,The reaction was stirred at room temperature overnight, concentrated under reduced pressure, ethyl acetate and water were added, and the mixture was separated and dried over anhydrous sodium sulfate.Shrink to give yellow solid product 1-(quinoxalin-2-yl)-3-(2-(1-trityl-1H-imidazol-4-yl)phenyl)propan-2-ene-1- Ketone (400 mg, crude product)

The synthetic route of 1402838-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Weng Yunwo; Qing Yuanhui; Liu Bin; Lin Mingsheng; Wang Yanyan; (126 pag.)CN107383024; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 53484-16-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 53484-16-5, name is 6-Bromo-1-methyl-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of Pd2(dba)3 (0.01 mmol) and Xantphos (0.01 mmol) in 1,4-dioxane (1 mL) was sonicated and added under nitrogen to a mixture of 6-bromo-1-methyl-benzimidazole (0.45 mmol), 2,3-dihydro-1,4-benzodioxin-6-amine (0.58 mmol) and Cs2CO3 (0.62 mmol) in 1,4-dioxane (2 mL). The mixture was stirred at 110¡ã C. for 12 h. The mixture was diluted (DCM), washed (H2O), dried (phase separator and concentrated. The residue was purified by prep HPLC to yield the desired product (Compound B). [0542] MW: 281.3. MS Ms?d: 282.1. [0543] NMR: 1H NMR (400 MHz, DMSO-d6): delta=7.94 (1H, s), 7.80 (1H, br s), 7.45 (1H, d), 7.05 (1H, d), 6.86 (1H, dd), 6.73 (1H, dd), 6.61-6.57 (2H, m), 4.22-4.16 (4H, m), 3.71 (3H, s).

The chemical industry reduces the impact on the environment during synthesis 6-Bromo-1-methyl-1H-benzo[d]imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MENET, Christel Jeanne Marie; MAMMOLITI, Oscar; BLANC, Javier; ORSULIC, Mislav; ROSCIC, Maja; US2015/203455; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1402838-08-7, These common heterocyclic compound, 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

2-(1-Trityl-1H-imidazol-4-yl)benzaldehyde (4.0 g, 9.66 mmol) was dissolved in dry THF (20 mL)In a mixed solution with anhydrous EtOH (20 mL), cooled to 0 C, then EtONa (986 mg, 14.5 mmol), tert-butyl 4-acetylpiperidine-1-carboxylate (2.29 g, 10.1 mmol).Then the reaction solution was stirred at room temperature overnight, and the reaction was complete by LCMS.After that, it was diluted with ice water (30 mL), and the THF was evaporated under reduced pressure, and filtered, and the filter cake was drained as much as possible to obtain a crude white solid.(E)-4-(3-(2-(1-tritylmethyl-1H-imidazol-4-yl)phenyl)acryloyl)piperidine-1-carboxylic acid tert-butyl ester(6.0g), used directly in the next step.

The synthetic route of 1402838-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Weixin Biological Technology Co., Ltd.; Yu Jindi; Lu Xianping; Li Zhibin; Xin Lijun; Zhu Jiangfei; Fu Chao; (67 pag.)CN108203438; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 6775-40-2, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6775-40-2, name is 5-Phenyl-1H-imidazol-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred solution ofaldehyde (1 mmol), amine (1 mmol), CCl3CN (2 mmol) in PEG-400 (5mL) at 0 oC, a solution of H2O2 (30%) (3mmol)was added drop wise. Then the reaction mixture was stirred at room temperature for 8-12 h. After completion ofthe reaction (monitored by TLC), the reaction mixture was poured into ice water (50 mL). The solid obtained wasfiltered, washed with water and crude product was purified by column chromatography (silica gel, 60-120 mesh)using hexane/ethylacetate (6:4) as eluent.

The chemical industry reduces the impact on the environment during synthesis 5-Phenyl-1H-imidazol-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Gaddam, Lakshmi Teja; Thata, Sreenivasulu; Adivireddy, Padmaja; Venkatapuram, Padmavathi; Arkivoc; vol. 2019; 6; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 28890-99-5, These common heterocyclic compound, 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 1 a) 20 g (96.5 mmol) 6H-benzimidazolo[1 ,2-a]benzimidazole is dissolved in 400 ml trifluoro- acetic acid under nitrogen. 43.4 g (193 mmol) N-lodosuccinimide is added in 10 minutes. The reaction mixture is stirred at 25 C for 24 h under nitrogen. The precipitated product is filtered off and crystalized from trifluoroacetic acid (yield: 19.2 g (43 %)). 1 H NMR (400 MHz, TFA-d1): delta 8.77-8-78 (m, 2H), 8.34-8.37 (m, 2H), 7.91-7.94 (m, 1 H).

The synthetic route of 28890-99-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD (IKC); SCHAeFER, Thomas; RAIMANN, Thomas; NAGASHIMA, Hideaki; (108 pag.)WO2016/16791; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 60-56-0, These common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A mixture of N-(naphthalen-1-yl)propanamide (1.50 mmol,0.35 g) and mercapto derivatives (1.50 mmol) were dissolved in acetone (15 ml). For catalytic purposes, potassium carbonate(1.50 mmol, 0.21 g) was added to the round bottom flask. After 2 h, the reaction was monitored by TLC. Ultimately the solvent was vanished to dryness, the solid was filtered and washed with water. The final products were recrystallized from ethanol.

The synthetic route of 60-56-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Evren, Asaf E.; Yurttas, Leyla; Y?lmaz-Cankilic, Meral; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 195; 2; (2020); p. 158 – 164;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 39070-14-9, A common heterocyclic compound, 39070-14-9, name is (1-Methyl-2-nitro-1H-imidazol-5-yl)methanol, molecular formula is C5H7N3O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a suspension of bis(2-chloroethyl)ammonium chloride (1.43 g, 8.01 mmol) in dichloromethane (DCM) phosphorus trichloride (0.32 ml, 3.64 mmol) was added at rt followed by addition of TEA (3.05 ml, 21.84 mmol). The reaction mixture was stirred at rt for 30 minutes and then N-methyl 2-nitroimidazolyl methanol (0.474 g, 3.31 mmol) in DME was added. After stirring for 0.5 hour, the reaction mixture was cooled to -2O0C and tert- butyl hydroperoxide (0.7 ml, 3.82 mmol, 5.5 M in Decane) was added. The reaction mixture was warmed to rt over a period of one hour, and poured into 10% aqueous HCl. The organic layer was separated and the aqueous layer was extracted with DCM. The combined organic solution was dried with MgSO4 and concentrated to yield a residue which was purified by flash chromatography with 6-12% methanol in DCM yielding 6.

The synthetic route of 39070-14-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THRESHOLD PHARMACEUTICALS, INC.; WO2007/2931; (2007); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 54624-57-6, name is 2-Bromobenzimidazole, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 54624-57-6, COA of Formula: C7H5BrN2

Sodium hydride (60% dispersion in mineral oil, 0.665 g, 16.63 mmol) was added to a solution of 2-bromo-1H-benzo[d]imidazole (2.73 g, 13.86 mmol) in DMF (30 mL), and the reaction stirred for 10 minutes at ambient temperature. 1-Bromo-2-methoxyethane (1.541 ml, 16.63 mmol) was added, and reaction stirred overnight at ambient temperature. The reaction was diluted with ethyl acetate and washed several times with brine. The organic layer was separated and dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified via column chromatography on a 100 gram silica gel column eluting with 20-40% ethyl acetate-hexane. The desired fractions were combined and concentrated to afford 2-bromo-1-(2-methoxyethyl)-1H-benzo[d]imidazole (2.9 g, 82%) as an orange oil. 1H NMR (300 MHz, DMSO-d6) delta ppm 7.54-7.67 (m, 2H) 7.14-7.34 (m, 2H) 4.42 (t, J=5.28 Hz, 2H) 3.67 (t, J=5.28 Hz, 2H) 3.20 (s, 3H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromobenzimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Forma Therapeutics, Inc.; Bair, Kenneth W; Barczak, Nicholas; Han, Bingsong; Lancia, JR., David R.; Liu, Cuixian; Martin, Matthew W; Ng, Pui Yee; Rudnitskaya, Aleksandra; Thomason, Jennifer R; Zablocki, Mary Margaret; Zheng, Xiaozhang; (195 pag.)US2016/264518; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem